4-Toluenesulfonyl chloride → 3,3-Bis(4-fluorophenyl)propyl 4-methylbenzenesulfonate

Participants

Reaction Conditions

Reaction Steps

To a solution of 3,3-bis(4-fluorophenyl)propan-1-ol (4.99 g, 20.1 mmol) in pyridine (60 mL) at 0° C. was added 4-methylbenzene-1-sulfonyl chloride (4.20 g, 22.0 mmol). The reaction mixture was stirred at 0° C. for 4 h, warmed to room temperature and stirred for 4 h. The reaction mixture was partially concentrated, diluted with EtOAc, washed with 1 M HCl (2×), saturated NaHCO3 (1×), brine (1×), dried over MgSO4, filtered, and concentrated to give 3,3-bis(4-fluorophenyl)propyl 4-methylbenzenesulfonate which was used in the next step without further purification.

Provenance & Evidence